US4965104A - Containers for liquid hydrocarbons - Google Patents
Containers for liquid hydrocarbons Download PDFInfo
- Publication number
- US4965104A US4965104A US07/261,449 US26144988A US4965104A US 4965104 A US4965104 A US 4965104A US 26144988 A US26144988 A US 26144988A US 4965104 A US4965104 A US 4965104A
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- United States
- Prior art keywords
- container
- compound
- containers
- polymers
- thermoplastic
- Prior art date
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- Expired - Fee Related
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- 239000007788 liquid Substances 0.000 title claims abstract description 32
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 29
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 29
- 229920001577 copolymer Polymers 0.000 claims abstract description 20
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 20
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 19
- 229920000642 polymer Polymers 0.000 claims abstract description 19
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 13
- 229940126062 Compound A Drugs 0.000 claims abstract description 12
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000446 fuel Substances 0.000 claims abstract description 12
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 5
- 239000000178 monomer Substances 0.000 claims abstract description 4
- 229920001897 terpolymer Polymers 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- -1 polypropylene Polymers 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 239000003502 gasoline Substances 0.000 claims description 4
- 238000007654 immersion Methods 0.000 claims description 4
- 229920002292 Nylon 6 Polymers 0.000 claims description 3
- 239000004743 Polypropylene Substances 0.000 claims description 3
- 229920001038 ethylene copolymer Polymers 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 229920001903 high density polyethylene Polymers 0.000 claims description 3
- 239000004700 high-density polyethylene Substances 0.000 claims description 3
- 229920001155 polypropylene Polymers 0.000 claims description 3
- 239000004711 α-olefin Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 abstract description 9
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 29
- 229910002091 carbon monoxide Inorganic materials 0.000 description 18
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 13
- 238000012360 testing method Methods 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000003495 polar organic solvent Substances 0.000 description 3
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000002828 fuel tank Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- WHFHDVDXYKOSKI-UHFFFAOYSA-N 1-ethenyl-4-ethylbenzene Chemical compound CCC1=CC=C(C=C)C=C1 WHFHDVDXYKOSKI-UHFFFAOYSA-N 0.000 description 1
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000003682 fluorination reaction Methods 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- KISVAASFGZJBCY-UHFFFAOYSA-N methyl undecenate Chemical compound COC(=O)CCCCCCCCC=C KISVAASFGZJBCY-UHFFFAOYSA-N 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229940068917 polyethylene glycols Drugs 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000012783 reinforcing fiber Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 238000007666 vacuum forming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G67/00—Macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing oxygen or oxygen and carbon, not provided for in groups C08G2/00 - C08G65/00
- C08G67/02—Copolymers of carbon monoxide and aliphatic unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/20—Polysulfones
- C08G75/205—Copolymers of sulfur dioxide with unsaturated organic compounds
- C08G75/22—Copolymers of sulfur dioxide with unsaturated aliphatic compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/911—Penetration resistant layer
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
- Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/294—Coated or with bond, impregnation or core including metal or compound thereof [excluding glass, ceramic and asbestos]
- Y10T428/2942—Plural coatings
- Y10T428/2949—Glass, ceramic or metal oxide in coating
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
Definitions
- the present invention relates to thermoplastic containers for holding or conveying liquid hydrocarbons.
- Thermoplastic containers for holding or conveying liquid hydrocarbons are known and include jerrycans and fuel tanks.
- Thermoplastic polymers which may be used in the preparation of thermoplastic containers, generally combine good mechanical properties with a good resistance towards organic liquids and especially liquid hydrocarbons. With the latter property there appears to be a correlation between the nature of the organic liquid and the polymer composition. It is known for instance that the resistance of the relatively expensive polyamides, such as Nylon-6, towards liquid hydrocarbons or liquid hydrocarbon compositions is generally superior to that of the relatively cheap hydrocarbon polymers, such as high density polyethylene and polypropylene. Methods are known however for upgrading the resistance of hydrocarbon polymers, and articles made therefrom, to liquid hydrocarbons. In Netherlands Patent Application No.
- thermoplastic containers for holding or conveying liquid hydrocarbons or liquid hydrocarbon compositions, especially as regards the thermoplastic polymer material.
- the invention relates to closable thermoplastic containers for holding or conveying liquid hydrocarbon fuels and organic solvents, characterized in that at least those parts of the containers which will come in contact with the liquid hydrocarbon fuels or organic solvents, are based on copolymers of CO or SO 2 , which copolymers have been prepared by polymerization of CO or SO 2 with at least one olefinically unsaturated compound A, and wherein the polymers are made up of units --CO--(A')-- respectively --SO 2 (A')-- and in such a manner that the adjacent --CO-- respectively --SO 2 -- units are separated by a single unit A', wherein each A' represents a monomer unit originating in a compound A.
- the invention provides closable thermoplastic containers for holding or conveying liquid hydrocarbon fuels or organic solvents, characterized in that at least those parts of said containers which will come in contact with the liquid hydrocarbon fuels or organic solvents are based on copolymers of CO or SO 2 , which copolymers have been prepared by polymerization of CO or SO 2 with at least one olefinically unsaturated compound A, and which polymers have a linear structure and are made up of alternating units of --CO--(A')-- respectively --SO 2 --(A')-- and in such a manner that the adjacent --CO-- respectively --SO 2 -- units are separated by a single unit A', wherein the, or each, A' represents a monomer unit originating in a compound A.
- the olefinically unsaturated compounds A from which the hereinbefore mentioned CO or SO 2 polymers may be derived include olefinically unsaturated compounds which consist exclusively of carbon and hydrogen, as well as olefinically unsaturated compounds which in addition to carbon and hydrogen contain one or more hetero atoms per molecule.
- Eligible olefinically unsaturated compounds consisting exclusively of carbon and hydrogen include ethylene, propylene, 1-butene, 2-butene, isobutene, 1-hexene, 1-octene, 1-dodecene, styrene, 2-methylstyrene, 4-methylstyrene, 4-ethylstyrene, norbornene, and dicyclopentadiene.
- Eligible olefinically unsaturated compounds containing at least one hetero atom as mentioned hereinbefore include vinyl acetate, allyl acetate, vinyl ethyl ether, methyl acrylate, methyl methacrylate, 10-undecenoic acid, methyl 10-undecenoate, 10-undecenol-1, 6-chloro hexene-1, 4-methoxy styrene and 4-chloro styrene.
- the lower molecular weight ⁇ -olefins are preferred olefinically unsaturated compounds A.
- the CO copolymers and terpolymers are preferred.
- the CO polymer is a copolymer
- the CO-ethylene copolymer is a preferred CO copolymer
- a CO-ethylene-propylene terpolymer is a preferred terpolymer.
- thermoplastic containers of the present invention Processes for the preparation of the CO and SO 2 polymers, may suitably be employed in the preparation of the thermoplastic containers of the present invention, have been described, e.g., in Netherlands Patent Applications Nos. 8503395, 8602595, 8602733, 8603015, 8700987, and in European Patent Applications Nos. 0213671, 0220765, 0235865 and 0251373.
- the weight average molecular weight of the CO and SO 2 polymers which may be employed in the preparation of the containers of the present invention, is at least 17 000 as determined via Gel Permeation Chromatography.
- thermoplastic containers of the present invention it should be sufficient that those parts of said containers which will come in contact with the liquid hydrocarbon substance are based on the thermoplastic CO or SO 2 polymers, as hereinbefore described. However, in view of the ease of production, it is preferred that the whole container is based on said CO or SO 2 polymers.
- one or more fillers, pigments, reinforcing fibers, stabilizers, antioxidants and other auxiliary compounds may be incorporated into the thermoplastic polymer material, on which the containers of the present invention are based.
- the liquid hydrocarbon fuels which may conveniently be held or conveyed in the containers of the present invention, are considered to include fuels for automotive and aviation purposes as well as liquid hydrocarbons or hydrocarbon compositions for lubricating purposes.
- the organic solvents for which the containers may be used include aromatic and aliphatic hydrocarbon solvents and mixtures thereof, as well as polar organic solvents. Suitable such solvents include toluene, xylene, white spirits, ethanol, mono- and polyethyleneglycols, glycolethers and the like.
- thermoplastic containers of the present invention which include jerry cans, fuel tanks, and bottles, may be prepared via known techniques such as blow molding, rotation molding, vacuum forming, injection molding, extrusion and the like.
- the invention will be futher illustrated by the following example.
- test specimens required for the different tests were prepared via compression molding a disc-like test specimen at a temperature which was 30° C. above the melting point of the relevant polymer.
- the test specimens were allowed to condition (i.e., age) during 48 hours at 20° C. with a 50% relative humidity before testing.
- thermoplastic polymers such as high-density polyethylene, polypropylene and Nylon-6
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Containers Having Bodies Formed In One Piece (AREA)
- Polyethers (AREA)
Abstract
A closable thermoplastic container for holding or conveying liquid hydrocarbon fuels and organic solvents, characterized in that at least those parts of said container which will come in contact with the liquid hydrocarbon fuels and organic solvents, is based on copolymers of CO or SO2, which polymers have been prepared by polymerization of CO or SO2 with at least one olefinically unsaturated compound A, and which polymers are made up of units --CO--(A')-- respectively --SO2 --(A')-- and in such a manner that the adjacent --CO-- respectively --SO2 -- units are separated by a single unit A', wherein the, or each, A' represents a monomer unit originating a compound A.
Description
The present invention relates to thermoplastic containers for holding or conveying liquid hydrocarbons.
Thermoplastic containers for holding or conveying liquid hydrocarbons are known and include jerrycans and fuel tanks.
Thermoplastic polymers which may be used in the preparation of thermoplastic containers, generally combine good mechanical properties with a good resistance towards organic liquids and especially liquid hydrocarbons. With the latter property there appears to be a correlation between the nature of the organic liquid and the polymer composition. It is known for instance that the resistance of the relatively expensive polyamides, such as Nylon-6, towards liquid hydrocarbons or liquid hydrocarbon compositions is generally superior to that of the relatively cheap hydrocarbon polymers, such as high density polyethylene and polypropylene. Methods are known however for upgrading the resistance of hydrocarbon polymers, and articles made therefrom, to liquid hydrocarbons. In Netherlands Patent Application No. 6901487, a method has been described wherein the performance of polyethylene containers for gasoline, is improved by giving the inside of said containers a post-fluorination treatment. Although the resistance of the fluorinated polyethylene container to petrol was indeed increased, this method as such is very impractical for large scale production as well as disadvantageous from the economy point of view.
Hence it can be concluded that there is room for improvement in the production of thermoplastic containers for holding or conveying liquid hydrocarbons or liquid hydrocarbon compositions, especially as regards the thermoplastic polymer material.
The invention relates to closable thermoplastic containers for holding or conveying liquid hydrocarbon fuels and organic solvents, characterized in that at least those parts of the containers which will come in contact with the liquid hydrocarbon fuels or organic solvents, are based on copolymers of CO or SO2, which copolymers have been prepared by polymerization of CO or SO2 with at least one olefinically unsaturated compound A, and wherein the polymers are made up of units --CO--(A')-- respectively --SO2 (A')-- and in such a manner that the adjacent --CO-- respectively --SO2 -- units are separated by a single unit A', wherein each A' represents a monomer unit originating in a compound A.
An investigation by the Applicants into the performance aspects of some recently prepared polymers, has shown that selected copolymers of carbon monoxide (CO) or sulfur dioxide (SO2) and olefinically unsaturated compounds, combine good mechanical performance properties with very good resistance to organic liquids, such as to liquid hydrocarbons and polar solvents, thus making them very suitable for the production of containers for holding or conveying liquid hydrocarbon fuels or organic solvents. In view of the inflammability of such organic liquids, the containers as mentioned hereinbefore should be provided with a means for closing.
Therefore, the invention provides closable thermoplastic containers for holding or conveying liquid hydrocarbon fuels or organic solvents, characterized in that at least those parts of said containers which will come in contact with the liquid hydrocarbon fuels or organic solvents are based on copolymers of CO or SO2, which copolymers have been prepared by polymerization of CO or SO2 with at least one olefinically unsaturated compound A, and which polymers have a linear structure and are made up of alternating units of --CO--(A')-- respectively --SO2 --(A')-- and in such a manner that the adjacent --CO-- respectively --SO2 -- units are separated by a single unit A', wherein the, or each, A' represents a monomer unit originating in a compound A.
The olefinically unsaturated compounds A from which the hereinbefore mentioned CO or SO2 polymers may be derived, include olefinically unsaturated compounds which consist exclusively of carbon and hydrogen, as well as olefinically unsaturated compounds which in addition to carbon and hydrogen contain one or more hetero atoms per molecule. Eligible olefinically unsaturated compounds consisting exclusively of carbon and hydrogen include ethylene, propylene, 1-butene, 2-butene, isobutene, 1-hexene, 1-octene, 1-dodecene, styrene, 2-methylstyrene, 4-methylstyrene, 4-ethylstyrene, norbornene, and dicyclopentadiene. Eligible olefinically unsaturated compounds containing at least one hetero atom as mentioned hereinbefore, include vinyl acetate, allyl acetate, vinyl ethyl ether, methyl acrylate, methyl methacrylate, 10-undecenoic acid, methyl 10-undecenoate, 10-undecenol-1, 6-chloro hexene-1, 4-methoxy styrene and 4-chloro styrene. The lower molecular weight α-olefins are preferred olefinically unsaturated compounds A.
Of the many CO and SO2 copolymers which can be obtained via polymerization of CO and SO2 with at least one olefinically unsaturated compound A, as hereinbefore described, the CO copolymers and terpolymers are preferred. When the CO polymer is a copolymer, the CO-ethylene copolymer is a preferred CO copolymer, and when the CO polymer is a terpolymer, a CO-ethylene-propylene terpolymer is a preferred terpolymer.
Processes for the preparation of the CO and SO2 polymers, may suitably be employed in the preparation of the thermoplastic containers of the present invention, have been described, e.g., in Netherlands Patent Applications Nos. 8503395, 8602595, 8602733, 8603015, 8700987, and in European Patent Applications Nos. 0213671, 0220765, 0235865 and 0251373.
It is preferred that the weight average molecular weight of the CO and SO2 polymers, which may be employed in the preparation of the containers of the present invention, is at least 17 000 as determined via Gel Permeation Chromatography.
It will be understood by those skilled in the art that with the thermoplastic containers of the present invention, it should be sufficient that those parts of said containers which will come in contact with the liquid hydrocarbon substance are based on the thermoplastic CO or SO2 polymers, as hereinbefore described. However, in view of the ease of production, it is preferred that the whole container is based on said CO or SO2 polymers.
If desired, one or more fillers, pigments, reinforcing fibers, stabilizers, antioxidants and other auxiliary compounds may be incorporated into the thermoplastic polymer material, on which the containers of the present invention are based.
The liquid hydrocarbon fuels which may conveniently be held or conveyed in the containers of the present invention, are considered to include fuels for automotive and aviation purposes as well as liquid hydrocarbons or hydrocarbon compositions for lubricating purposes. The organic solvents for which the containers may be used, include aromatic and aliphatic hydrocarbon solvents and mixtures thereof, as well as polar organic solvents. Suitable such solvents include toluene, xylene, white spirits, ethanol, mono- and polyethyleneglycols, glycolethers and the like.
The thermoplastic containers of the present invention which include jerry cans, fuel tanks, and bottles, may be prepared via known techniques such as blow molding, rotation molding, vacuum forming, injection molding, extrusion and the like.
The invention will be futher illustrated by the following example.
The suitability of a CO-ethylene copolymer and a CO-ethylene-propylene terpolymer (12% m propylene) for the preparation of containers for holding or conveying liquid hydrocarbon fuels and organic solvents, was determined by measuring the resistance of test samples made from these polymers, to different liquid hydrocarbon substances and to a number of polar organic solvents, as well as by measuring a number of important mechanical performance properties.
The test specimens required for the different tests were prepared via compression molding a disc-like test specimen at a temperature which was 30° C. above the melting point of the relevant polymer. The test specimens were allowed to condition (i.e., age) during 48 hours at 20° C. with a 50% relative humidity before testing.
Chemical resistance tests were conducted following ASTM D 570-81, wherein water was replaced with test liquids mentioned hereinafter and employing the disc-like test samples as specified in pt 4.1 of ASTM D 570-81.
Mechanical performance properties were measured, i.e., the yield strength, maximum tensile strength and the elongation at break were determined following DIN 53504 (Die S3) while Izod impact strength was determined following ISO 180 (notch A type).
The results of the chemical resistance tests, which have been expressed as % weight increase after 1 week immersion, and are given in Table 1, while the data on the mechanical performance properties is given in Table 2.
In order to assess how the different performance properties of the CO copolymer and terpolymer compared with those of the wellestablished thermoplastic polymers, such as high-density polyethylene, polypropylene and Nylon-6, the same chemical resistance properties as mentioned in the example hereinbefore, were also determined for the three named thermoplastic polymers. The results of these test have been included in Table 1.
As the mechanical performance properties of the three thermoplastic polymers have already been measured so many times and moreover have been widely published, some typical values for the relevant mechanical performance properties of these polymers have been included in Table 2, which values were taken from the 1987 Yearbook of the Modern Plastic Encyclopedia.
TABLE 1 ______________________________________ CO- High- CO- Ethylene- Poly- density Ethylene Propylene Nylon- propy- Polyethy- copolymer terpolymer 6 lene lene ______________________________________ Toluene 0.1 0.4 1.0 12.5 9.8 Gasoline 0.2 0.1 0.9 13.0 9.4 Motor oil 0.1 -- 0.7 0.3 0.4 Diesel fuel 0.2 -- 0.7 1.0 2.5 Mono --* -- 1.5 -- -- ethylene glycol Ethanol -- 0.8 20.0 -- -- ______________________________________ *-- indicates no weight increase after 1 week immersion.
TABLE 2 ______________________________________ Co- High- CO- Ethylene- Poly- density Ethylene Propylene Nylon- propy- Polyethy- copolymer terpolymer 6 lene lene ______________________________________ Melting 257 180 216 168 130-137 Temp. °C. Density 1.22 1.22 1.12-1.14 0.91 0.95-0.97 g/cm.sup.3 Yield 68-80 45-75 35 37 33 strength MPa Max. 80-85 70-82 69 41 31 Tensile Strength MPa Elonga- 150-280 300-410 300 600 1200 tion at break % Izod >16 21-33 16 25 21 Impact Strength KJ/m.sup.2 ______________________________________
From the data given in Tables 1 and 2, it can be seen that the mechanical performance properties of the CO copolymer and terpolymer are at least on a par with those of the three commercial thermoplastic polymers, while the resistance to attack by liquid hydrocarbon substances as well as by polar organic solvents, is far superior to that of any one of the three other polymers. It can thus be concluded that the CO copolymer and terpolymers are eminently suitable for the preparation of containers for holding or conveying liquid hydrocarbons, but also for more polar organic liquids.
Claims (6)
1. A thermoplastic container containing a liquid hydrocarbon fuel, characterized in that a portion of the container in contact with said liquid hydrocarbon fuel is based on copolymers of CO or SO2, which copolymers have been prepared by polymerization of CO or SO2 with at least one olefinically unsaturated compound A, and which polymers are made up of units --CO--(A')-- respectively --SO2 (A')-- and in such a manner that the adjacent --CO-- respectively --SO2 -- units are separated by a single unit A', wherein the, or each, A' represent a monomer unit originating in a compound A, and further characterized in that the percentage weight increase after one week immersion in gasoline is at least two times less than the percentage weight increase of Nylon-6, polypropylene, or high density polyethylene after a one week immersion in gasoline.
2. The closable container as claimed in claim 1, wherein the compound A consists exclusively of carbon and hydrogen.
3. The closable container as claimed in claim 2, wherein the carbon and hydrogen based compound A is a lower α-olefin.
4. The closable container as claimed in claim 1, wherein the compound A contains in addition to carbon and hydrogen one or more hetero atoms.
5. The closable container as claimed in any one of claims 1-4, wherein the CO copolymer is a CO-ethylene copolymer or a CO-ethylene-propylene terpolymer.
6. The closable container as claimed in claim 1, wherein the whole container is based on a thermoplastic CO or SO2 polymer.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8803536A GB2214917A (en) | 1988-02-16 | 1988-02-16 | Containers for liquid hydrocarbons made of co or so2 copolymer |
GB8803536 | 1988-02-16 |
Publications (1)
Publication Number | Publication Date |
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US4965104A true US4965104A (en) | 1990-10-23 |
Family
ID=10631787
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US07/261,449 Expired - Fee Related US4965104A (en) | 1988-02-16 | 1988-10-24 | Containers for liquid hydrocarbons |
Country Status (2)
Country | Link |
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US (1) | US4965104A (en) |
GB (1) | GB2214917A (en) |
Cited By (8)
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WO1996038316A1 (en) * | 1995-05-30 | 1996-12-05 | Shell Internationale Research Maatschappij B.V. | A fuel tank and a process for producing the fuel tank |
US5776842A (en) * | 1994-06-23 | 1998-07-07 | Cellresin Technologies, Llc | Cellulosic web with a contaminant barrier or trap |
US5882565A (en) * | 1995-12-11 | 1999-03-16 | Cellresin Technologies, Llc | Barrier material comprising a thermoplastic and a compatible cyclodextrin derivative |
US5928745A (en) * | 1994-06-23 | 1999-07-27 | Cellresin Technologies, Llc | Thermoplastic fuel tank having reduced fuel vapor emissions |
US5985772A (en) * | 1994-06-23 | 1999-11-16 | Cellresin Technologies, Llc | Packaging system comprising cellulosic web with a permeant barrier or contaminant trap |
US6136354A (en) * | 1994-06-23 | 2000-10-24 | Cellresin Technologies, Llc | Rigid polymeric beverage bottles with improved resistance to permeant elution |
US20040211782A1 (en) * | 2003-03-13 | 2004-10-28 | Howe Michael William | Hydrocarbon fluids packaging |
JP2018500400A (en) * | 2014-11-07 | 2018-01-11 | ヒョスン コーポレーション | Polyketone resin composition with excellent gas barrier properties |
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US5091506A (en) * | 1989-10-11 | 1992-02-25 | Shell Oil Compnay | Polymerization of carbon monoxide/norbornene with p bidentate ligand |
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US5776842A (en) * | 1994-06-23 | 1998-07-07 | Cellresin Technologies, Llc | Cellulosic web with a contaminant barrier or trap |
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JP2018500400A (en) * | 2014-11-07 | 2018-01-11 | ヒョスン コーポレーション | Polyketone resin composition with excellent gas barrier properties |
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Also Published As
Publication number | Publication date |
---|---|
GB8803536D0 (en) | 1988-03-16 |
GB2214917A (en) | 1989-09-13 |
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